Top to Bottom

by Flyboy

3 Aug 2023 5364 readers Score 9.3 (83 votes) PDF Mobi ePub Txt


Jay and I had been hanging out for a few months as buds when things progressed to… more, if you know what I mean. We never even talked about it; it just happened naturally one night when we were coming back from a night of wings and IPAs at our favorite dive place. He came up to my apartment for one last beer, and a few minutes later we were standing in my kitchen with our hands down the front of each other’s jeans, our drinks forgotten.

Our lips met and we kissed – rough and hard, my weekend stubble rasping against his as our tongues urgently explored each other’s mouths. We fumbled with the buttons and zippers on each other’s jeans, and I got his undone first. I dropped to my knees, pulling down his pants and boxers as I went. His cock, fully erect, sprang free and I got my first look at it. I’d been wanting to get a peek at his equipment since we first met but hadn’t really thought I ever would. Even less did I ever think it would be erect right in front of my face, waiting to be sucked and stroked.

I took a moment to admire it – very similar to my own, about six inches long with a pink helmet head, neatly circumcised, and a decent thickness. It was rooted in a nice nest of fine brown pubic hair. His balls were hanging fairly low and were mostly smooth.

I couldn’t wait any longer, so I began to lick his meaty piss slit, tasting the salty goodness of the precum he was beginning to leak. He let out a soft grunt, so I took that as encouragement and wrapped his entire head in my mouth, swirling my tongue around the entire circumference several times. Then I dove down, taking nearly his whole length into my mouth, until his head bumped the back of my throat. I’m a skilled cocksucker, but I can’t deep throat, so I went as far as I could and then bobbed my head back and forth. I began to gently stroke his balls with my free hand. They were firm and warm; Jay made appreciative, wordless noises as I blew him. My nose was nearly buried in his bush, which smelled like soap.

I continued pumping his meat in and out for a few minutes, then I decided to check out his backyard. I reached around with both hands and gripped a buttcheek in each as I continued to suck. His ass was pretty lean, but still had a nice shape and was firmly muscled. He had a small patch of soft, fine hair near the base of each globe, and I kneaded his rump while gobbling his dick.

A couple of minutes later, he put his hand on top of my head and pulled back.

“You’re about to make me cum and you need to get your turn,” he said as he pulled me to my feet. Then he knelt in front of me and made quick work of getting me unzipped and my jeans dropped. My tight boxer briefs were straining to contain my erection. Jay looked up at me with a bit of a lopsided smile. That, coupled with his sparkling green eyes, gave him a mischievous air that made my cock throb. He had smaller, fine features that made him look a bit more boyish than his 28 years. He put his index finger through the flap of my underwear and hooked it around my rod, pulling it out through the opening. The air hitting it made it jerk and my precum made a dark spot on my light blue underwear.

“Awesome cock, bro,” Jay said before inhaling my six-incher. His mouth was wet and warm and soft as he gave me a championship-level blowjob. His saliva coated my cockflesh and some of it leaked out and ran down my balls. I was in a state of ecstasy as this guy I’d had fantasies about and who had featured prominently in many of my jack-off session thoughts went down on me for real. I put my hands on the sides of his head, his buzz-cut brown hair still holding a softness that felt good on my palms.

Jay began to jack his own prick while he was sucking me, and I began to feel my climax rising from deep in my balls. Since I didn’t know if he necessarily wanted my jizz in his mouth, I gave him fair warning.

“Dude, fuck. I’m about to blow,” I told him. He glanced up at me, then took his mouth off my cock but replaced it with his hand and jerked my spit-soaked meat firmly while still hammering his own tool. Five seconds later, I had a massive, toe-curling orgasm and shot ropes up in the air, the fallback splattering my T-shirt and Jay’s wrist. Jay grunted primally and shot his own thick wad, the milky liquid splattering my kitchen floor and my tennis shoe. We both were breathing pretty hard, recovering from the intensity of our releases. Jay braced a hand on the floor and pushed himself up to a standing position, pulling up his jeans and underwear as well.

“Fucking hot, man. I’ve gotta head out, but let’s do it again soon,” he said.

“Works for me,” I grinned.

He looked at me, and for a moment I thought he was going to kiss me again. But instead, he cupped his hand on my crotch and squeezed a couple of times before heading out the door. My cock came back to full erection, and I had to beat off before I could go to sleep.

 

 

After that, we spent most of our evenings together staying in rather than going out. Our naked time centered around oral activities at first and I got to appreciate Jay’s trim torso, with just a dusting of light hair between his small nipples and another patch just below his tight, shallow navel leading down into that soft, full bush. He seemed to enjoy the thicker hair on my chest, which narrowed to a trail down the middle of my belly and into my own pubes. The auburn hair on my head hinted at the red glints down below, which Jay seemed to really appreciate.

We got to be very proficient at getting each other off with our mouths. Load after load of cum got sprayed onto bellies, hands, and sheets. Naturally, I started to have thoughts about what it would be like to advance to other types of man-to-man action. Jay’s firm ass attracted a lot of my attention, and I spent some alone time masturbating to the thought of what it would be like to slip my pole into his hole. I had no idea if he was top or bottom, as we didn’t really talk about what we liked – we just did what felt natural. I’ve always been a top; I mean, sure I’ve been cornholed a few times, but it wasn’t ever really my thing.

Then one evening, we were doing our usual, and Jay had me balls-deep in his mouth and I was nearing my climax. Suddenly, I felt Jay’s finger moving beneath my balls and, before I knew it, it was slipping into my asshole. I jolted from the sensation and suddenly, a massive orgasm spilled out of me, flying into Jay’s mouth and escaping to spatter his nose, chin, and hair.

“Wow, seems like that was your magic button,” he chuckled, wiping my goo from his buzzcut. “Very interesting.”

 

 

The next time we got together, I learned just how interesting he found it. Things started off like they normally did, and we were buck-naked in his bed with me slobbing his knob like a starving man at a buffet. I could tell he was nearing climax, and I prepared to jack his load out, but instead he pulled back and sat up in bed, leaning against the headboard.

“Something wrong?” I asked.

“No… I just,” he began, and then paused. “I wanted to ask you about something.”

“Okay…”

“Scott, I really want to fuck you. We haven’t done anything like that before, I know, but… would you let me?” He reached over to his nightstand and pulled open the top drawer. From it, he pulled out a wrapped Trojan and a small bottle of lube.

I really tried to resist – probably just from force of habit and my own labeling of myself as a top – but he was giving me that lopsided grin and I found myself equivocating.

“I’m really more of a top. I mean, I don’t know if I’d be a good bottom for you or if I could… do it, ya know?”

“I promise we’ll be slow and I’ll stop if you tell me to. It’s just that last time, when I stuck my finger up there, it really seemed to get you going. And I’d be lying if I said I hadn’t thought about being inside you… a lot.” That fucking grin again.

“Well, maybe… sometime I could fuck you too?”

“Sure you can. It’s only fair.”

So I found myself tacitly agreeing by rolling over on my stomach and moving my legs apart. Jay moved between them and I felt him stroking my ass, then pulling the cheeks apart and gently running his fingers down my crack and over my pucker. Out of the corner of my eye, I saw him lean in closer, then I felt his breath on my most private place. Then suddenly, the warm wetness of his tongue was probing me and it felt even more thrilling than when he had fingered me. Jay rimmed me brilliantly until I was soaked and pliant, then I felt the cool sensation of lube being applied and gently probed into my chute.

A moment later, I heard the ripping of the condom package and the rubbery snap of Jay unrolling it down his cock. He squeezed more lube on his member, then levered himself over my back, his hands by my side holding him up. He guided his hips into place and his erection moved down my crack until it found its docking station. Jay gently pressed forward and I began to feel the pressure of his attempt to enter. I caught my breath as my assring tightened, then I made a conscious effort to relax and breathe deeply. A moment later, Jay’s penis slid past the entry point.

“You okay?” he asked.

“Yeah,” I managed to say. “Just keep going slow.”

He was true to his word, and kept pushing into me bit by bit, allowing me to get used to this invader in my rectum. Finally, he was fully inside me and his balls rested against my own.

Suddenly, I realized my own dick was painfully hard at the thought of my buddy penetrating me like this. Jay began to move slowly in and out, maybe just a couple of inches at first, not pulling back all the way. I found I was actually enjoying the full feeling and his gentle motions.

“Fuck, Scott, you feel so goddamn good. It’s so fucking tight, man.” He began to fuck a little harder now, with longer strokes.

His faster rhythm got my motor running even higher. I raised my hips just enough to slip my hand underneath and grab hold of my dick and start jacking. My shaft was soaked with precum and I could feel the tingling in my balls that meant sperm was bubbling up. Jay’s breath was coming in short gasps and he started letting out low moans before saying, “I’m cumming up your ass, man. I’m shooting my load up your hole!”

I felt his cock spasm just as my own let loose a torrent of man milk. Jay dropped onto my back, exhausted, and began to kiss my neck. I felt the sticky wetness of my cream, my belly rubbing it into the sheets as we lay there, panting.

“That was awesome, Scott,” he said. “I don’t think I’ve ever cum that much before.”

His softening penis had begun to slide out of me, so he rolled off and removed his condom. He held it up and, for sure, it had a massive load pooling in it.

“Impressive,” I told him. “But I think I should tell you something…” I slid over in the bed and pointed to the dark, wet stain of my jizz on his sheets. “…I didn’t have a rubber.”

He laughed. “Well, I guess a load of laundry is a small price to pay for the best fuck of my life.”

 

 

We set a time to get together again the next night. I started planning how I was going to turn the tables on Jay and get my crack at his tight little butthole. But honestly, thoughts of having him inside me kept pushing aside everything else. The truth was, it had felt really good getting fucked by him. Exponentially better than any other time I’d bottomed. But still, I thought, I’m a top and I need to tag that ass.

The time came and he showed up at my place with a six-pack of good beer and his shit-eating grin. He was wearing some pretty tight shorts and a T-shirt that was a little short for him and kept riding up, giving peeks at his treasure trail and firm, lean belly. It wasn’t long (about half a beer’s time) before we were in my bed, naked as the day we were born. He went down on me with his usual skill; he really knew by now how to tune up my dick with his mouth. I was really into it and starting to ride the orgasm train when his mouth dipped to my balls and washed them thoroughly. Then his tongue went lower and he was rimming me again. I could tell the direction he was heading and thought I should get the tables turned.

But I felt my faithless legs spread apart and my traitorous hips shift forward, giving him full access to my pinkness. And then it was happening again – I was lubed up, a condom package was ripped open, and dick was up my ass. And I was in the throes of pleasure, moaning right along with Jay as we made the beast with two backs.

So a day that started with me determined to plunder Jay’s pussy ended up with me flat on my back, being fucked up the ass like some rent boy from the dance club. And I was happy.

 

 

The next morning, I stirred in bed as the first rays of sunlight seeped into the bedroom through the blinds. Jay’s arm was draped over my shoulder as we spooned. I felt the soft flesh of his flaccid penis touching my buttock. For my part, I had fierce morning wood, and I knew what I wanted. I began to press my ass closer against his crotch and started moving back and forth, gradually bringing him awake.

“Good morning,” he sleep-slurred, and his hand moved down my chest and belly to my crotch. “Oh,” he said once he felt what was waiting there.

I rolled over onto my back and brought my knees up to my chest, fully exposing my cunt to him. I knew now with certainty that I was Jay’s bottom, and I loved it.

“Fuck me, man.” I told him. “Fuck me hard and bare and put your sperm in me.”

And boy, did he ever.  

by Flyboy

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